Disinfecting agent



Patented Nov. 13, 1928.

UNITED STATES PATENT OFFICE.

KARL DAIMLER, FRITZ JUST, GERHARD BALLE, OF HOCHST-ON-THE-MAIN, AND SIGIS- MUND FUCHS, OF FRANKFORT-ON-THE-MAIN, GERMANY, ASSIGNORS TO I. G. FAR- BEN INDUSTRIE AKTIENGESELLSCHAFT, OF FBANKFORT-ON-THE-MAIN, GERMANY,

A. CORPORATION OF GERMANY.

msmrno'rmo AGENT.

No Drawing. Application'filed July 31, 1926, Serial No. 126,334, and in Germany August 3, 1925.

Our present invention relates to the preparation of bactericidal agents for disinfecting and cosmet c purposes which are also suitable for the protection of wool against the deleterious action of bacteria.

lVe have found that aromatic and hydroaromatic sulfonic acids and salts thereof which contain as a nuclear substituent-one or more side-chains with at least three carbon atoms in a rectilinear, branched or cyclic arrangement, have avery strong antiseptic and antimycotic action. The derivatives and substitution products of the said bOdies possess the same properties. The following compounds for instance, possess the said properties: the butylated or isobutylated naphthalenesulfonic acids, the corresponding dibutylated sulfonic acids, also, the butylbenzyltetrahydronapht-halenesulfonic acids,

the cyclohexylnaphthalenesulfonic acids, the

cyclohexylbutylnaphthalenesulfonic acids, the butylmethylbenzenesulfonic acids, methylenedi (butylnaphthalenesulfonic acid) and other similar bodies, together with such as contain still higher homologous side chains, the number and position of the sillfonic groups and the presence or absence of heterogeneous substituents in all cases being of secondary importance. The salts of the acids in question for instance the alkali metal salts, ammonium salts, aluminium salts, zinc salts, copper salts, mercurysalts, pyridine salts, as well as the free acids have a strong antiseptic or antimycotic action upon'starch paste and can be extensively used, for instance for keeping sterile starch prepara tions, adhesive substances and other auxiliary substances of this kind, such as are used in particular in the textile and paperhanging 0 industries.

Furthermore they may be utilized for the sterilization of wood and albuminous substances such as hairs, glue, gelatine or the like and in the manufacture of disinfectants and agents for destroying parasites and mycelia of any kind, and also inthe preparation of cosmetic compositions such as hair washes, mouth washes, tooth pastes, etc.

In the same manner wool material which, as is known, when in a wet stateparticularly after treatment with an alkali, as after be ng washed, dyed in the vat, milled, etc. is strongly attacked by bacteria, may be efficiently protected against these bacteria by a treatment with one-of the free alkylated naphthalenesulfonic acids in question which treatment may follow or precede the treatment with an alkali. For instance it has proved to be advantageous to treat the wool material with the solution of the disinfectant before it is carbonized in the usual manner by means of sulfuric acid.

The antiseptic action of the substances in question may be ascribed to the presence of the side chains ofthe above vment oned sulfonic acids. This seems to be proved by the fact that, when there are no side chains or when they are replaced by the lower homologues or by other substituents, such as chlorine, sulfur, hydroxyl, ben'zylchloride and hydroxyl, sulfur and hydroxyl or the like, the specific action disappears. For instance the following acids and the r salts are nearly or entirely inactive naphthalenesulfonic acid, toluenesulfonic acid, monoto polychlornaphthalenesulfonic acids, benzylnaphthalenesulfonic acid, benzylcresolsulfonic acids, thiocresolsulfonic ac ds and thion'aphthalenesulfonic acids (produced from cresol or naphthalene and SCI and a sulfonating agent) etc.; if for instance 0.5% of these substances is added to a 10% solution of starch paste, have no sterilizing action at all or only a very slight one, whereas the products obtainable by the process described in our present application give a satisfactory sterilization on addition of 0.1% thereof and when 0.5% thereof are added they prevent all development of mold, fungi andbacteria.

The following examples illustrate our"in vention, but they are not intended to limit it thereto (1) A starch which does not putrefy nor mold and is suitable for the preparation of a stable paste, of starch for impregnating warp, size, dressing starch, washing starch, etc., can be made from 99 parts of potatoflour and one part of sodium butylnaphtha- I lenesulfonate.

(2) A disinfecting substance for soaking infected clothes and linen. employed in hospitals, etc., is obtained from 80 parts of sodium carbonate and 20 parts of sodium diisopropylnaphthalenesulfonate to which, if desired, may be added a bleaching agent.

(3) A mouth-wash and gargle may be ob- (4) For preparing a wash to be used for 5 the treatment of animals infected with lice, a

1% aqueous solution of cyclohexyltetrahydronaphthalenesulfonate of pyridine or cupric ammonia is suitable.

(5) A tooth powder purifying the teeth and at the same time preventing the development of organisms-in the mouth, is obtained from 95 parts of preparedchalk, 4 parts of sodium butylbenzylsulfonate and one part of a perfume.

(6) Highly efiicacious solutions for the disinfection of the hands, apparatuses, medical instruments, cavities of the body etc. are obtained by dissolving in water a mixture of 60 parts of sodium dibutylnapthalenesulfonate and 40 parts of sublimate (mercuric chloride). If for the sublimate is substituted coppersulfate, a substance is obtained which, when used in a solution of 15% strength has proved to be very efficacious for the prevention of the growth of fungi and the development of mycelia on fabric dressings, pit-wood, timber, the external parts of vessels and tubs made of wood etc.

(7) 50 kg. of wool are treated, immediately after being washed as usual and passed through the final rinsing bath, for one hour at 50 C. in a bath containing 12 kg. of dibutylnapthalenesulfonic acid in 1200 litres of the liquor; it is advantageous to rinse the materials afterwards. V

(8) 50 kg. of wool material. are treated for hour at 50 C. in a bath containing 10 grams of dibutylnaphthalenesulfonic acid per litre; thereupon it is carbonized in the usual manner and washed free from acid.

In the following claims we understand by the term aromatic sulfonic acid not only this acid itself, but also its derivatives and substitution products and, moreover, the

\ corresponding hydroaromatic acids, their deit in an alkaline solution, which consists in treating the wool, with a solution of an aromatic sulfonic acid substituted by at least one-side chain containing at least three carbon atoms.

4. Process for protecting wool against the deleterious action of bacteria, which consists in treating the wool, before it is carbonized in the usual manner by means-of sulfuric acid, with a solution of an aromatic sulfonic acid substituted by at least one side-chain con-' taining at least three carbon atoms.

In testlmony whereof, we afiix our signatures.

- DR. KARL DAIMLER.

FRITZ JUST. GERHARD BALLE.

SIGISMUND FUCHS. 

